416908

B-Iodo-9-BBN solution

1.0 M in hexanes

• Synonym(s): 9-Iodo-9-borabicyclo[3.3.1]nonane solution
• Empirical Formula (Hill Notation): C₈H₁₄BI
• CAS Number: 70145-42-5
• Molecular Weight: 247.91
• MDL number: MFCD00192226
• UNSPSC Code: 12352101
• PubChem Substance ID: 24866083
• NACRES: NA.22

Properties

• form: liquid
• concentration: 1.0 M in hexanes
• density: 0.816 g/mL at 25 °C
• SMILES string: IB1C2CCCC1CCC2
• InChI: 1S/C8H14BI/c10-9-7-3-1-4-8(9)6-2-5-7/h7-8H,1-6H2/t7-,8+
• InChI key: YAYIUFDUYUYPJC-OCAPTIKFSA-N

Description

General description

B-Iodo-9-BBN is a boron-based organic compound that is commonly used as a reagent in organic synthesis for the iodoboration of alkynes, enolboration, the demethylation of phenol methyl ethers, and synthesis of boron-containing compounds.

Application

B-Iodo-9-BBN solution (1.0 M in hexanes) can be used as a Lewis acid in the selective synthesis of δ-keto esters via a Michael-type addition reaction to α,β-unsaturated ketones.

Safety Information

• pictograms: GHS02,GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H225,H304,H315,H336,H361f,H372,H411
• pcodes: P202 - P210 - P273 - P301 + P310 - P303 + P361 + P353 - P331
• Hazard Classifications: Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Inhalation - STOT SE 3
• target_organs: Central nervous system, Nervous system
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: -9.4 °F - closed cup
• flash_point_c: -23 °C - closed cup